Ms. P and I are going to spend a week at the Outer Banks the end of September/beginning of October. I’m not taking any days off, so it will be a working vacation for me. Who else has done something like this? College age kids are both home taking classes, so dog and cats are taken care of.
Don’t rely on a hotel for your internet connection. You need your own wireless internet connection like a Hot Spot or a service on your phone. If you’re going to join meetings on-line you may want to find someplace quiet where you won’t get interrupted by the sounds of people on vacation. Hotels often have space for this purpose now. Don’t just grab snacks from the mini-bar like it’s your fridge at home, that will be really expensive 
We’re staying at an Air Bn’B, I’ve thought about the hot spot. I think our school has some lying around in case students without reliable wifi at home need them. I also have a $200 gift card from Office Depot, if they have any.
Noise shouldn’t be a problem. The condo is big enough for me to stake out a room as a temporary school library. The big problem is the sadness I’ll probably feel when Ms. P goes to the beach while I’m working.
That can be a big distraction. Do some creative scheduling to take long lunches to give you time outside and makeup for it after/before hours. Or even take a vaca day to give yourself extra time through the week.
I was half kidding. I’m actually enjoying being a school librarian from a distance. I’m done with classes at 2:20.
I’ve taught in the US from Asia, and the middle of the ocean.
I have worked from Taiwan remotely before, for a few weeks (when my job was usually done in Texas or Virginia.)
In the past I’ve done it make times, including on ski hills, once a short one on a gondola lift, another few actually were in the woods hiking. It was more online or teleconference meetings, but sometimes other stuff as well. The nature of my work at that time necessitated me to have a complete mobile office equipped with cellular internet even before the iPhone was a thing. This was because I was the one to do client site visits, so I needed to have full access and even remote desktop access as I never knew what would be required, this also meant there was no reason for me to go to into a work office setting as my base of operations.
This mobile office setup allowed easy travel/work not at home options. When I got called by business associated (almost coworkers, though I was my own company), they always wanted to know where I was working from, some of the locations made their day and they often said they were jealous of that.
Also someone mentioned hotel WiFi, yes you can’t depend on it, it was much easier for me to just use cellular internet then jump through the hoops of the hotel service anyway, and only fell back to hotel WiFi when I didn’t get a good cellular signal.
I’ve worked from a tent in the middle of a 2-week outdoor gathering. I found that working very regular hours helped a lot. Also, making sure that everyone around you knows that you are working, not on vacation. I kept a very strict separation from everyone during working hours to avoid casual socializing.
Yeah, this. A while back I worked-from-homeaway, I think two days in the middle of a two week vacation in Vermont, and the rest of the family very kindly scheduled around it, doing day trips and such, and not interrupting (I was also able to do most of my online meeting time in the guest bedroom).
And I definitely agree with the Wi-Fi back up, I actually had both my phone hotspot and a MiFi to be safe.
I’ve done it twice this year. I went to Myrtle Beach for a week and to the Blue Ridge Mountains for a week. Each time I worked 6-12 and took a couple of hours off the rest of the day. I wake up that early anyway so there was no point in me not working while no one was up anyway. My kids did their school work when we were in Myrtle Beach as well.
Might as well take advantage of the situation when you can.
That gives you the chance to go out and do whatever you want at 2:20 and let the Mrs. miss you. 
Just got a mobile hot spot from the principal. We don’t see students on Wednesdays (reserved for planning and professional development), so I can take off in the middle of the week.